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Blue organic electroluminescent material and preparation method thereof

A luminescent and electromechanical technology, applied in the direction of luminescent materials, chemical instruments and methods, etc., can solve the problems of poor luminous purity and achieve good blue light emission and good device effects

Pending Publication Date: 2020-09-15
朱成杰
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The invention provides a blue-light organic electroluminescent material and a preparation method thereof, which solves the technical problem that the existing blue-light polymers are prone to molecular aggregation, resulting in poor luminescence purity

Method used

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  • Blue organic electroluminescent material and preparation method thereof
  • Blue organic electroluminescent material and preparation method thereof
  • Blue organic electroluminescent material and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] To a 500 mL flask was added 4,7-dibromo-2,1,3-benzothiadiazole (2.95 g, 10 mmol), 4-octylaniline (6.16 g, 30 mmol) and freshly distilled toluene (100 mL). Sodium tert-butoxide (3.01 g, 31 mmol) was then added in 4 portions under argon. The mixture was stirred at room temperature for 10 minutes, then bis(2-diphenylphosphinophenyl)ether (0.8 g, 1.5 mmol) and palladium(II) acetate (0.268 g, 1.2 mmol) were added. The reaction was heated to 90 °C and stirred for 24 hours. After the reaction was complete, the mixture was poured into 500ml of deionized water, and extracted with dichloromethane (3×200mL), the organic phase was washed with saturated brine, and dried with anhydrous magnesium sulfate, and the obtained crude product was mixed with petroleum / ethyl acetate=50 / 1 was purified by silica gel chromatography as eluent. The product was then recrystallized in dichloromethane / ethanol (1:5) to give the product 4,7-bis(N-(4-(n-butyl)phenyl)-amino)-2,1,3-benzene Thiadiazole ...

Embodiment 2

[0024] To a 250 mL flask was added 100 mL of freshly distilled tetrahydrofuran and 4,7-bis(N-(4-(n-butyl)phenyl)-amino)-2,1,3-benzothiadiazole (0.81 g, 1.5 mmol). The temperature was then lowered to 0°C and a solution of NBS (0.53 g, 3 mmol) in THF (20 mL) was added dropwise over 10 minutes. The mixture was stirred at 0°C for 2 hours, then the volatiles were removed under reduced pressure, and the residue was purified by silica gel chromatography using petroleum / ethyl acetate=100 / 1 as the eluent to obtain dibromo-bis(4-octylbenzene Base) benzothiadiazole-4,7-diamine (0.84g, 80%), its reaction equation is as follows:

[0025]

Embodiment 3

[0027] Dissolve 2,7-dibromocarbazole (6.5g, 20mmol) in 50ml of N,N-dimethylformamide (DMF), add potassium hydroxide (2.7g, 48mmol), stir at room temperature for 30min, then add 2 -(3-Bromophenyl)-5-phenyl-1,3,4-oxadiazole (12.94g, 43mmol), after the dropwise addition, continued to stir at 85°C for 10h. After the reaction was completed, the reaction solution was poured into water, and a light yellow solid was precipitated. The solid was filtered under reduced pressure, rinsed with distilled water several times, and dried under reduced pressure to obtain 2-(3-(2,7-dibromo9H-carbazol-9-yl)phenyl)-5-phenyl -1,3,4-oxadiazole (9.8g, yield 90%), the chemical equation of this reaction is:

[0028]

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Abstract

The invention belongs to the technical field of photoelectric display devices, and particularly relates to a blue light organic electroluminescent material and a preparation method thereof. Accordingto the blue light organic electroluminescent material, the structure of the material is shown as a formula (I): wherein R is a hydrogen atom, a linear chain or branched chain alkyl group with 1-20 carbon atoms, x is 0-1, and the degree of polymerization n is 100-1000. The invention also provides the preparation method of the blue light organic electroluminescent material. The preparation method comprises the following steps: 3, 10-dibromo-14-(3-(5-phenyl-1, 3, 4-oxadiazole-2-yl) phenyl)-14H-bis (dibenzothiophene) pyrrole, 2-(3-(3, 10-bis (4, 4, 5, 5-tetramethyl-1, 3, 2-dioxoborane-2-yl)-14H-bis (dibenzothiophene) pyrrolo-5-phenyl-1, 3, 4-oxadiazole and dibromo-bis (4-octylphenyl) benzothiadiazole-4, 7-diamine are subjected to Suzuki coupling reaction to obtain the polymer shown in formula(I). The technical problem that the existing blue light polymer is liable to generate molecular aggregation and thus the light-emitting purity is poor can be solved.

Description

technical field [0001] The invention belongs to the technical field of photoelectric display devices, and in particular relates to a blue light organic electroluminescent material and a preparation method thereof. Background technique [0002] The 21st century is the era of news, newspapers, radio and television, video and video equipment, the popularity of the Internet, and the explosion of information. In the field of displays, organic light-emitting diodes (OLEDs) are cathode ray displays (Cathode Ray Tube, CRT) and liquid crystal displays (Liquid Crystal) OLED display has the advantages of active lighting, ultra-light, ultra-thin, wide viewing angle, high color saturation, contrast (sharpness), fast response speed, low energy consumption, etc. It can also be curled and transparent, leading the future display trend. [0003] In a full-color display, the spectral purity of red, green, and blue primary colors determines the display quality of the display, so polymer materia...

Claims

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Application Information

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IPC IPC(8): C08G61/12C09K11/06
CPCC08G61/126C08G61/123C08G61/124C09K11/06C09K2211/1483C08G2261/122C08G2261/1412C08G2261/148C08G2261/149C08G2261/3241C08G2261/3243C08G2261/3246C08G2261/334C08G2261/411C08G2261/5222C08G2261/95
Inventor 朱成杰
Owner 朱成杰
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